System Engineer, Platform Operations: HaloPSA

Location | Napa, CA headquarters or US remote. Pacific-hours overlap preferred.You're the kind of person who builds systems that matter. You're sharp, resourceful, and calm under pressure—the one people count on when platforms need to work flawlessly. You love solving problems, reducing friction, and creating moments where teams can focus on strategy because you've got the infrastructure handled.

But lately, you might be craving a team that matches your standards—where technical excellence and strategic impact go hand in hand.

That's where Endsight comes in.

Who We Are Endsight is a fast-growing IT Managed Service Provider built on one core belief:
When we help others thrive, we thrive too.
We partner with small and mid-sized organizations—including nonprofits—to ensure their technology performs flawlessly so they can focus on what they do best.
We're a team that learns fast, leans in, and looks out for one another. Life here feels like being part of a great university—you'll grow quickly, connect deeply, and do work that truly matters.

Purpose—What You'll Do

You'll become the technical subject matter expert for HaloPSA as it becomes the backbone of how Endsight manages clients and operations. You're joining the implementation team through go-live, then taking ownership as the platform grows. You’ll own platform administration, process improvement, automation, and training the team to run HaloPSA efficiently and consistently. Your days will include:

• Serving as the subject matter expert for HaloPSA, guiding the team through complex platform administration and strategic improvements
• Leading the HaloPSA implementation from migration through go-live, working closely with leadership to ensure a smooth transition from ConnectWise
• Designing dashboards, reporting, and operational metrics that improve visibility, compliance, and business value
• Developing standard work and documentation that reduces tribal knowledge and enables the entire NOC team to support HaloPSA consistently
• Identifying and implementing automation and process improvements across HaloPSA and integrated platforms to reduce operational friction
• Taking escalations and solving complex platform-related issues that span multiple teams
• Collaborating with Development, Automation, and all value streams to continuously improve platform workflows and organizational efficiency

Who Thrives Here You'll fit right in if you:

• Take pride in helping others succeed
• Love mastering your tools and improving your craft
• Communicate clearly and stay composed under pressure
• Are energized by teamwork and mutual respect
• Want to grow in a place where your success helps everyone win

Qualifications:

Required:

• 5+ years of experience in systems engineering, platform administration, or infrastructure operations in an MSP or technical services environment
• Hands-on experience administering a PSA or ticketing platform (ConnectWise, HaloPSA, Autotask, or similar), including workflows, automation rules, and reporting
• Azure and Microsoft 365 administration experience, including enterprise applications, identity integrations, and partner delegated access
• Strong PowerShell or similar scripting experience, used routinely to automate platform operations and reporting
• Working knowledge of SQL for reporting and operational analytics
• Demonstrated ability to develop operational standards, processes, and documentation
• Strong troubleshooting and systems engineering skills with a process-oriented mindset

Preferred:

• Hands-on HaloPSA administration and configuration
• API and integration experience connecting RMM, documentation, accounting, and email tool
• Asset and configuration management experience (CMDB, asset lifecycle)
• HaloPSA certification or ITIL certification
• Experience leading platform migrations or go-live implementations
• Background reducing organizational dependency on tribal knowledge through repeatable processes and training programs

Join a Team That's All-In on Helping You ThriveIf you're ready to perform at a high level, learn like crazy, and make a real impact for the people you serve—Endsight is where you belong.

Apply today and let's build something excellent together.

Benefits…What You'll Get

• Medical: Company pays 100% of the base plan for the employee and family
• Dental & Vision
• 401(k) with employer matching
• Accrued Paid Time Off
• 9 Paid Holidays
• Career Development support and programs

Originally posted on Himalayas